Plymouth Vacation Packages
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Your Plymouth Vacation
With plenty of highlights as well as some hidden gems, this city is best experienced with a Plymouth vacation package. Look for places to stay in Litchfield Historic District, which is great for shopping, dining and history. If sightseeing is on the agenda during your trip to Plymouth, check out popular attractions like Black Rock State Park. Stop daydreaming and start traveling. Browse the range of options on Expedia today and put your Plymouth vacation plans into action!
Top Plymouth Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hyatt Place Milford / New Haven
Price was CA $723, price is now CA $628 per person
CA $628
per person
Mar 31 - Apr 4
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8.6/10 Excellent! (1,184 reviews)
Overwhelming smell of deodorizer as soon as you enter the front door. A different scent in the room.
10:45 a, Housekeeping was knocking on my door. Check out is at 12p. Do not disturb sign, was on the door
Reviewed on Feb 9, 2026
Graduate by Hilton New Haven
Downtown New Haven
Price was CA $899, price is now CA $784 per person
CA $784
per person
Apr 3 - Apr 6
found 14 hours ago
Roundtrip flight included
Halifax (YHZ) to New Haven (HVN)
9.2/10 Wonderful! (908 reviews)
Loved everything about the hotel - great location, quaint and cozy rooms, clean, friendly staff and lots of character!
Reviewed on Feb 12, 2026
Quality Suites Stratford
Price was CA $662, price is now CA $590 per person
CA $590
per person
Mar 31 - Apr 4
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8/10 Very Good! (1,005 reviews)
The room was very clean and everything worked properly. The staff members, while not native English speakers, were understandable - not something one finds everywhere. The breakfast was excellent with an excellent variety of food!
Reviewed on Feb 9, 2026
Plymouth Hotel Deals
Courtyard by Marriott Waterbury Downtown
63 Grand St Waterbury CT
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Mar 8 to Mar 9
CA $121
CA $139 total
Mar 8 - Mar 9
includes taxes & fees
8.2/10 Very Good! (1,129 reviews)
The room was clean! But the bar closed at 12 when i understood 2 am! No food or drinks ! also we are not on a island somewhere or in NYC where we chouldgave to pay to park at a hotel that we are choosing to stay at!
Reviewed on Feb 9, 2026
The Farmington Inn & Suites
827 Farmington Ave Farmington CT
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Feb 25 to Feb 26
CA $147
CA $192 total
Feb 25 - Feb 26
includes taxes & fees
8.8/10 Excellent! (999 reviews)
Everyone and everything were terrific! This was our first time staying here - meeting up with two other couples over the Super Bowl weekend. Steve was so helpful and happy to adjust our reservation so that we had a very spacious suite where 6 of us could gather to watch the game and to enjoy Frank ...
Reviewed on Feb 9, 2026
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundable
The price is CA $103 per night from Feb 28 to Mar 1
CA $103
CA $118 total
Feb 28 - Mar 1
includes taxes & fees
8.6/10 Excellent! (1,213 reviews)
Overall great stay. Staff was friendly and helpful, room was clean, breakfast was nice, and the gym was well taken care of. We had loud neighbors one night, but we called the desk and the helped us out instantly. Overall, we felt very comfortable here.
Reviewed on Feb 5, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
